Plicamycin (CED0011106)

Record Information

Version

1.0

Creation Date

2016-05-22 03:45:13 UTC

Update Date

2026-05-14 18:25:31 UTC

SynCED ID

CED0011106

Secondary Accession Numbers

CHEM016841

Identification

Common Name

Plicamycin

Class

Small Molecule

Description

Plicamycin is an organic compound with the chemical formula C52H76O24. Plicamycin belongs to the carbohydrates and carbohydrate conjugates, a subclass of organooxygen compounds within the organic compounds. With an average molecular weight of 1,085 g/mol, Plicamycin is a heavy molecule. This substance is found in or released from one recorded source: healthcare, pharmaceuticals & veterinary products, specifically antibiotics. Recorded exposure routes for the compound include inhalation and oral administration.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acid, aureolic	MeSH
Aureolic acid	MeSH
Mithramycin	MeSH
Mitramycin	MeSH

Chemical Formula

C₅₂H₇₆O₂₄

Average Molecular Mass

1085.156 g/mol

Monoisotopic Mass

1084.473 g/mol

CAS Registry Number

18378-89-7

IUPAC Name

(2S)-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-2-{[(2S,4R,5R,6R)-4-{[(2S,4R,5R,6R)-4-{[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy}-5-hydroxy-6-methyloxan-2-yl]oxy}-5-hydroxy-6-methyloxan-2-yl]oxy}-6-{[(2S,4R,5S,6R)-4-{[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-5-hydroxy-6-methyloxan-2-yl]oxy}-8,9-dihydroxy-7-methyl-1,2,3,4-tetrahydroanthracen-1-one

Traditional Name

plicamycin

SMILES

[H][C@](C)(O)[C@]([H])(O)C(=O)[C@@]([H])(OC)C1([H])CC2=CC3=CC(O[C@@]4([H])C[C@@]([H])(O[C@@]5([H])C[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(C)O5)[C@@]([H])(O)[C@@]([H])(C)O4)=C(C)C(O)=C3C(O)=C2C(=O)[C@@]1([H])O[C@@]1([H])C[C@@]([H])(O[C@@]2([H])C[C@@]([H])(O[C@@]3([H])C[C@](C)(O)[C@]([H])(O)[C@@]([H])(C)O3)[C@]([H])(O)[C@@]([H])(C)O2)[C@]([H])(O)[C@@]([H])(C)O1

InChI Identifier

InChI=1S/C52H76O24/c1-18-29(72-34-14-30(43(58)21(4)68-34)73-33-13-28(54)42(57)20(3)67-33)12-26-10-25-11-27(49(66-9)48(63)41(56)19(2)53)50(47(62)39(25)46(61)38(26)40(18)55)76-36-16-31(44(59)23(6)70-36)74-35-15-32(45(60)22(5)69-35)75-37-17-52(8,65)51(64)24(7)71-37/h10,12,19-24,27-28,30-37,41-45,49-51,53-61,64-65H,11,13-17H2,1-9H3/t19-,20-,21-,22-,23-,24-,27?,28-,30-,31-,32-,33+,34+,35+,36+,37+,41+,42-,43+,44-,45-,49+,50+,51-,52+/m1/s1

InChI Key

CFCUWKMKBJTWLW-GWRQQDNDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Oligosaccharides

Alternative Parents

Substituents

Oligosaccharide
Anthracene
Glycosyl compound
1-naphthol
O-glycosyl compound
Tetralin
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Oxane
Acyloin
Beta-hydroxy ketone
Vinylogous acid
Tertiary alcohol
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Dialkyl ether
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.3 g/L	ALOGPS
logP	-0.23	ALOGPS
logP	2.07	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.84	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	358.2 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	257.01 m³·mol⁻¹	ChemAxon
Polarizability	110.04 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03y3-9100016257-067c1642fb05fdd5beab	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01si-4520359152-562f0b3a9ce4eb9754c2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06ur-9600024230-fcc0390fb09dba74664d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ae9-9100000012-107b6055e6832c35bab3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056r-9000011330-488aea5f5f3bd38334b9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0bu0-5000216981-3ec645cfcd0ceae049e3	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000306	Antibiotics?Antibiotics are synthetic or semi-synthetic compounds used to treat bacterial infections in humans and animals.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000692	Silica Free Oxide Glass?Silica Free Oxide Glass is a type of glass that is produced using alternative materials to traditional silica-based formulations.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem

Pathways

1 pathwayPathway Source: PathBank

Plicamycin Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	ATP synthase subunit beta, mitochondrial	P00830	Saccharomyces cerevisiae S288c	Predicted (SEA)	Prediction Confidence Score 0.242 Applicability Domain 0.242 Low confidence Statistical Significance 4.00e-05 Supporting Reference Compounds 1 E-value 0.311397
Click to view 3D structure	DNA topoisomerase 2-alpha	P11388	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.248 Low confidence Statistical Significance 0.0025 Supporting Reference Compounds 27 E-value 19.1509
Click to view 3D structure	Neurogenic locus notch homolog protein 1	Q01705	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.229 Applicability Domain 0.229 Low confidence Statistical Significance 2.50e-04 Supporting Reference Compounds 1 E-value 1.94623
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	Prediction Confidence Score 0.211 Applicability Domain 0.234 Low confidence Statistical Significance 0.4728 Supporting Reference Compounds 425 E-value 3680.56
Click to view 3D structure	72 kDa type IV collagenase	P08253	Humans	Predicted (SEA)	Prediction Confidence Score 0.206 Applicability Domain 0.242 Low confidence Statistical Significance 0.5337 Supporting Reference Compounds 400 E-value 4154.58
Click to view 3D structure	DIS3-like exonuclease 2	Q8IYB7	Humans	Predicted (SEA)	Prediction Confidence Score 0.2 Applicability Domain 0.2 Low confidence Statistical Significance 1.90e-04 Supporting Reference Compounds 1 E-value 1.47914
Click to view 3D structure	ATP-dependent translocase ABCB1	P08183	Humans	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.242 Low confidence Statistical Significance 0.4581 Supporting Reference Compounds 139 E-value 3566.12
Click to view 3D structure	Fanconi anemia group F protein	Q9NPI8	Humans	Predicted (SEA)	Prediction Confidence Score 0.196 Applicability Domain 0.196 Low confidence Statistical Significance 9.60e-04 Supporting Reference Compounds 1 E-value 7.47353
Click to view 3D structure	Solute carrier organic anion transporter family member 1B1	Q9Y6L6	Humans	Predicted (SEA)	Prediction Confidence Score 0.195 Applicability Domain 0.222 Low confidence Statistical Significance 0.227 Supporting Reference Compounds 82 E-value 1767.33
Click to view 3D structure	Motilin receptor	A5A4K8	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.195 Applicability Domain 0.226 Low confidence Statistical Significance 1.80e-04 Supporting Reference Compounds 5 E-value 1.40129
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.189 Applicability Domain 0.226 Low confidence Statistical Significance 0.9671 Supporting Reference Compounds 1498 E-value 7529.11
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.187 Applicability Domain 0.211 Low confidence Statistical Significance 0.9761 Supporting Reference Compounds 1538 E-value 7599.1
Click to view 3D structure	Solute carrier organic anion transporter family member 1B3	Q9NPD5	Humans	Predicted (SEA)	Prediction Confidence Score 0.186 Applicability Domain 0.205 Low confidence Statistical Significance 0.1779 Supporting Reference Compounds 51 E-value 1384.63
Click to view 3D structure	Tyrosine-protein kinase Fyn	P06241	Humans	Predicted (SEA)	Prediction Confidence Score 0.181 Applicability Domain 0.236 Low confidence Statistical Significance 0.9339 Supporting Reference Compounds 707 E-value 7270.26
Click to view 3D structure	Signal transducer and activator of transcription 3	P40763	Humans	Predicted (SEA)	Prediction Confidence Score 0.181 Applicability Domain 0.222 Low confidence Statistical Significance 0.609 Supporting Reference Compounds 93 E-value 4741.25
Click to view 3D structure	5-hydroxytryptamine receptor 4	O70528	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.181 Applicability Domain 0.236 Low confidence Statistical Significance 0.5142 Supporting Reference Compounds 94 E-value 4002.77
Click to view 3D structure	Receptor tyrosine-protein kinase erbB-2	P04626	Humans	Predicted (SEA)	Prediction Confidence Score 0.176 Applicability Domain 0.236 Low confidence Statistical Significance 0.9417 Supporting Reference Compounds 674 E-value 7331.45
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.175 Applicability Domain 0.237 Low confidence Statistical Significance 0.9576 Supporting Reference Compounds 686 E-value 7455.15
Click to view 3D structure	D(1A) dopamine receptor	P21728	Humans	Predicted (SEA)	Prediction Confidence Score 0.174 Applicability Domain 0.235 Low confidence Statistical Significance 0.9024 Supporting Reference Compounds 425 E-value 7025.19
Click to view 3D structure	Aurora kinase A	O14965	Humans	Predicted (SEA)	Prediction Confidence Score 0.173 Applicability Domain 0.236 Low confidence Statistical Significance 0.9581 Supporting Reference Compounds 996 E-value 7458.73
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	Prediction Confidence Score 0.173 Applicability Domain 0.222 Low confidence Statistical Significance 0.7222 Supporting Reference Compounds 104 E-value 5622.43
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	Prediction Confidence Score 0.172 Applicability Domain 0.177 Low confidence Statistical Significance 0.9746 Supporting Reference Compounds 1660 E-value 7587.57
Click to view 3D structure	Gag-Pol polyprotein	Q7ZJM1	Human immunodeficiency virus 1	Predicted (SEA)	Prediction Confidence Score 0.171 Applicability Domain 0.236 Low confidence Statistical Significance 0.439 Supporting Reference Compounds 96 E-value 3417.5
Click to view 3D structure	Eukaryotic elongation factor 2 kinase	P70531	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.17 Applicability Domain 0.17 Low confidence Statistical Significance 0.0092 Supporting Reference Compounds 1 E-value 72.0105
Click to view 3D structure	NS3	A3EZJ3	Hepatitis C virus	Predicted (SEA)	Prediction Confidence Score 0.169 Applicability Domain 0.236 Low confidence Statistical Significance 0.5174 Supporting Reference Compounds 70 E-value 4027.92